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$5,850,000
6 Beds 6 Baths 1029122 MLS
Fields in the Foreground, A Legacy Behind the Gate Set beyond a private gate, this stunning estate offers expansive acreage and breathtaking farm field vistas, creating a rare retreat in the heart of Water Mill. Thoughtfully designed for both gracious entertaining and quiet relaxation, this six-bedroom, six-bathroom home is filled with natural light and beautifully appointed spaces. A grand double-height foyer welcomes you into an open and airy layout, where the great room with soaring ceiling and a fireplace flows seamlessly into the gourmet kitchen. Outfitted with top-tier Wolf and Sub-Zero appliances, a spacious center island with a second sink, quartz countertops, and a dedicated coffee station, this kitchen is both stylish and functional. A chic entertainer's bar, complete with a sink, dishwasher, refrigerator, ice maker, and wine cooler, enhances the home's effortless flow. The first floor features a private wing with the expansive primary suite, offering a spa-like bath with an air tub, radiant heated floors, and a loft space perfect for an office or library. Three additional first-floor bedroom optons provide comfortable accommodations for guests. Upstairs, two more ensuite bedrooms open to multiple decks overlooking the scenic farmland. The fully finished lower level offers endless possibilities, including an entertainment/TV area, gym, cedar wine storage, full bath, and private guest quarters. An oversized heated garage accommodates three vehicles, and a whole-home generator ensures uninterrupted comfort. Outside, discover a true Hamptons oasis, where a heated swimming pool with a brick patio is surrounded by lush English-style gardens and striking art sculptures. The outdoor kitchen is a chef's dream, featuring a brick pizza oven imported from Italy, a bar with hot/cold running water, two refrigerators, a smoker grill, and a two-burner stove with granite countertops. A water feature seating area and a two-season firepit with seating for 10+ complete the multiple outdoor entertaining spaces. Surrounded by horse pastures and scenic farm fields, this exceptional retreat blends luxury, privacy, and natural beauty, offering the ultimate Hamptons lifestyle.

652 Noyack Path, Water Mill

$2,170,000
3 Beds 3 Baths 1028965 MLS
Thoughtfully renovated Southampton property set behind an electric gated entrance and newly asphalted driveway on nearly one-acre of mostly cleared property, this 3/3 contemporary light-filled home offers nearly 3,000 square feet of finished living space across two well designed levels. The main level features a master bedroom with ensuite double vanity bathroom, two additional bedrooms with shared full bathroom, vaulted high ceilings, a wood-burning fireplace and a brand-new modern kitchen, while a dedicated dining room and separate den or home office provide flexibility for both everyday living and entertaining. A spacious lower level significantly expands the home's living space with a full double vanity bathroom and additional living/dining areas, easily accommodating a fourth bedroom if desired. The property offers two distinct outdoor settings. A tranquil landscaped pond with a gentle waterfall creates a peaceful, Zen-like arrival, while the rear of the home features a wraparound deck and a spacious bluestone patio leading up to a new 18x48 heated pool, providing exceptional privacy for entertaining or relaxing. The attached two-car garage completes the property's outdoor appeal. Designed for today's lifestyle, the home features comprehensive smart home automation, allowing remote access and full control of the sliding gate, garage doors, indoor/outdoor lighting, Honeywell thermostats, irrigation system, pool equipment and other major systems at the touch of a button. Offered fully furnished and ideally positioned for easy access to and from New York City, this move-in-ready home offers the opportunity to begin enjoying the Hamptons from day one or immediately generate rental income as an exceptional Hamptons retreat.

138 Longview Road, Southampton

$1,279,000
2 Beds 2 Baths 1027985 MLS
Enjoy the ease of quintessential Hamptons living in this highly desirable corner-unit townhouse within the Southampton Meadows community. Located South of the Highway in the heart of Southampton Village, this beautifully situated home features a bright and airy living space accentuated by dramatic vaulted ceilings and a classic wood-burning fireplace. The open-concept first floor flows effortlessly from the kitchen into a spacious dining area, with sliding glass doors that lead directly out to a private, garden patio—perfect for seamless indoor-outdoor entertaining and al fresco dining. The second level offers a private retreat with generously sized bedrooms, full bath with dual vanity and laundry. Residents enjoy premium community amenities, including a heated saltwater swimming pool and recently resurfaced tennis courts, all just minutes from world-class ocean beaches, pristine village boutiques, fine dining, and local transportation. Peconic transfer tax is applicable *Pool photo is AI enhanced*

570 Hampton Road Unit #31, Southampton

$1,395,000
3 Beds 3 Baths 1027749 MLS
Enter onto 2.5 private acres in Southampton. Surrounded by nature you will find this unique 3 bedroom 2.5 bath farmhouse. This house has an oversized living room with fireplace, which leads to a private dining area and full kitchen with additional seating. A three season room is perfect for those quiet moments to read a book overlooking your sanctuary. Upstairs you will find 2 bedrooms with a full bath. Off the kitchen you have an oversized bedroom (ensuite) with it's own private entrance. Natural light throughout for that cozy feel all year long. A detached 564 sq ft accessory structure can be used for cars or additional storage and workspace, the possibilities are endless. This is the perfect home for an investor or the year round buyer. The property is conveniently close to Southampton's ocean beaches, village, dining and shopping.

1680 N Sea Road, Southampton

$2,175,000
4 Beds 4 Baths 1022236 MLS
SOUTHAMPTON HOME, GREAT ENTERTAINING SPACES! This custom-built Hamptons retreat is designed for those who appreciate home comforts with great spaces for entertaining. The house is being sold "as is" with its furniture and furnishings and gym equipment, excluding only its artwork, tools, and personal items, enhancing the opportunity to immediately move in and start enjoying all that the Hamptons have to offer. The large entry foyer leads to a light-filled, double-height great room, measuring 22' x 21', combining a chef's kitchen, dining area, and spacious living room. There are four bedrooms and four full bathrooms, including the first floor primary and junior-primary bedroom suites. Also located on the first floor is an office, a family room, the laundry area, and a third full bath. Beautiful solid oak flooring, stained a beachy coastal white, was recently installed on the first level. Upstairs, two generously sized bedrooms share a hallway bath. The basement has a full poured concrete foundation and includes the garage. The large, unfinished basement can be finished for multiple uses and currently has a home gym set-up that is included in the sale. The backyard is a highlight. Three sliding glass doors from the great room open onto an expansive rear deck set up for dining and leisure. The 20' x 40' heated pool has an electric cover to retain the pool water's warmth during cool summer nights. The property also features a two-story pavilion with outdoor seating and an alfresco dining area by the pool. Additional amenities include a large wood burning fireplace in the great room, central vacuum, an awning on the rear deck, and an electric car charger in the garage. The Solar Voitaic system is fully paid for and are tied into the PSEG grid, creating extremely low monthly electric bills. Located just west of Southampton Village in the Highlands subdivision of Shinnecock Hills, this home offers convenient access to world-class beaches, shopping, and restaurants.

3 Chivas Court, Southampton

$8,800,000
9 Beds 11 Baths 1027277 MLS
A rare opportunity to own one of Southampton’s most distinctive private compounds. Situated on approximately 5 acres, this extraordinary contemporary estate features two architecturally striking residences with a combined living area of approximately 10,500 square feet, dual swimming pools, exceptional privacy, and remarkable future potential. Experience exceptional luxury and privacy on this remarkable 5-acre Southampton estate featuring two contemporary residences, each with its own heated swimming pool. The main residence offers approximately 7,500 SF of thoughtfully designed living space with 5 spacious bedrooms, 6 full bathrooms, soaring ceilings, dramatic walls of glass, custom finishes, expansive entertaining areas, and seamless indoor-outdoor living. A separate 3,000 SF guest residence features 4 bedrooms and 3 full bathrooms, providing the perfect accommodation for extended family, guests, or private retreats. Surrounded by mature trees for complete privacy, the property showcases expansive terraces, resort-style outdoor spaces, and beautifully landscaped grounds. A private on-site well supplies the property’s water, contributing to exceptionally low annual property taxes of approximately $10,000. An additional approximately 3 acres offer outstanding future potential, subject to buyer verification and municipal approvals, for possible subdivision, additional development, recreational amenities, or other permitted uses. Ideally located just minutes from Southampton Village, world-renowned ocean beaches, championship golf courses, fine dining, wineries, and upscale shopping. This rare compound presents an exceptional opportunity as a year-round residence, luxury vacation retreat, or multigenerational estate in one of the Hamptons’ most desirable locations.

87 Castle Hill Court, Southampton

$4,000,000
4 Beds 4 Baths 1025348 MLS
Discover a pristine home in Southampton that embodies modern design and decor, exuding both luxury and comfort. Upon arrival, high ceilings and a wall of windows greet you, filling the space with natural light and showcasing views of the beautifully landscaped backyard. The spacious living room features a gas fireplace complemented by built-in shelving, while the gourmet kitchen and open dining area create a generous open floor plan, perfect for hosting and celebrating. For more intimate gatherings, the step-down lounge offers privacy while maintaining connectivity with the main floor. The primary suite, located on the main floor, includes a spa-inspired bathroom and ample closet space. Upstairs, across the catwalk, you'll find a second junior ensuite and two additional bedrooms. Additional bonus space can be personalized as a gym, office, or library. The outdoor area is designed for entertaining, complete with a heated gunite pool, a deck with a pergola, an outdoor kitchen, and a side yard. This home is conveniently located near Southampton Village, providing a variety of dining and shopping options, along with easy access to beautiful ocean beaches, golf courses, and equestrian fields.

22 Summer Drive, Southampton

$3,250,000
3 Beds 3 Baths 1023422 MLS
Bright and Spacious Summer Home A rare combination of privacy and convenience, this sun-filled three-bedroom, 2.5-bath home is set on a generous 0.49-acre property in Southampton Village, featuring an expansive, beautifully landscaped backyard designed for seclusion and year-round enjoyment. Mature plantings and thoughtful landscaping create a peaceful retreat, ideal for both quiet relaxation and entertaining. Inside, the home offers well-proportioned bedrooms and elegant marble bathrooms, along with a custom modern white eat-in chef's kitchen featuring quartz and Glassos countertops and stainless steel appliances. The inviting living room is anchored by a wood-burning fireplace, adding warmth and character. Outdoors, a bluestone patio extends from the home to a heated 40x18 gunite pool, complemented by a dedicated outdoor dining area-perfect for hosting or unwinding in a private setting. Ideally located near both the Village center and renowned ocean beaches-including Coopers Beach, often ranked among America's best-this property offers the perfect balance of privacy, space, and accessibility.

770 Hill Street, Southampton

$7,950,000
6 Beds 6 Baths 1022948 MLS
Set in the heart of Southampton Village, this award-winning Victorian traditional has long been celebrated for its old world charm — wide-plank wood floors, exquisite tilework, and stately proportions that speak to a more gracious era of Hamptons living. Nearly 6,500 square feet of living space unfolds across a home that has been meticulously and recently restored to its finest expression, with European designer finishes and a soft, refined palette that makes every room feel both elevated and effortlessly livable. Six bedrooms and 6 marble bathrooms, are thoughtfully arranged to offer flexibility — privacy when desired, connection when needed. The primary suite and sitting area function as a sanctuary unto themselves, while a picturesque stand-alone garden cottage provides an additional private retreat alongside the classic in-ground pool and manicured English Garden. The chef's kitchen anchors the home with a massive central island, two oversized refrigerators, a professional range with dual ovens and griddle, and multiple dining configurations that make hosting feel natural rather than effortful. Wrap terraces front and back — newly furnished with European modern classics — extend the living space outdoors in a way that feels seamless rather than seasonal. A well-appointed lower level and a magical, tucked-away third floor complete this singular Southampton retreat. Please give 24 hour notice for showings.

55 Post Crossing, Southampton

$1,495,000
3 Beds 3 Baths 1021332 MLS
Builder owned, beautifully renovated Townhome. When you enter this beautifully renovated and immaculate 2,904+/- sq. ft. (2000 above ground 900 below ground) 3 level townhome with three bedrooms and three full baths, which is extremely rare for Southampton with this much space, you will be thoroughly delighted. It is bright, welcoming and very tastefully finished and appointed. Health conscious buyers will also appreciate the whole house water filter. The first floor serves as a great room, including a bright living room with gas fireplace, open dining, and an upgraded eat-in kitchen featuring stainless steel appliances, quartz countertops and backsplash, with seating at a quartz counter height peninsula. The ample dining area has a door leading to the spacious patio, hot tub and garage. The outdoor space is roomy enough for dining al fresco, relaxing and cooking, and it's landscaped for privacy and has a wonderful spa. Whether you are outside or indoors, this is a wonderful entertaining space. A superbly renovated full bath is also on the first floor and includes a large frameless shower with mosaic tile frieze, and a marble-top vanity. Upstairs are three bedrooms, all of them spacious and with generously sized closets. The oversized primary suite boasts a large and fully outfitted walk-in closet along with an elegantly renovated bath that features a double marble-top vanity, large soaking tub, and glass-doored shower and a heated toilet with bidet. The other two bedrooms, both bright and immaculate, share a renovated bath with marble-top vanity and glass shower with porcelain walls and mosaic tile frieze. An extra bonus of this home is its finished lower level for laundry, lots of storage and the new hvac handler. The laundry appliances are new. The detached one-car garage is located behind the house and adjacent to the outdoor living space. In just a few seconds you are out of your car and in your beautiful home! Further amenities here include a 20 by 50 gunite pool just steps from this condo, two playgrounds and a basketball court on the 8.8 meticulously maintained acres. The beautiful designer furniture is also available for purchase separately. Additionally, the complex is across the way from a family friendly tennis club and day camp. Cannot get any more convenient than that!

22 Gianna Court, Southampton

$2,700,000
3 Beds 3 Baths 1019925 MLS
SHINNECOCK HILLS - A Private Retreat with Resort-Style Amenities! This exceptional 1-acre property offers the ultimate in luxury, relaxation, and entertainment. Thoughtfully designed for both sports enthusiasts and entertainers, the home features a heated pool with two sun decks, a private pickleball court, and a detached building with a gym and custom bar-perfect for at-home gatherings. End your day in the soothing jacuzzi spa or on one of two spacious covered decks. For gardening enthusiasts, the expansive vegetable garden with a BBQ area sets the stage for farm-to-table dining. Inside, the meticulously updated home boasts an open floor plan with breathtaking water views from nearly every room. The custom kitchen features top-of-the-line appliances, stone counters, and a gas cooktop, while the adjacent dining room offers a cathedral ceiling and cozy fireplace. The primary suite includes a private dressing area, en suite bath, laundry, and access to the back porch. Two additional bedrooms and a full bath provide ample space for guests. The elegant living area, with its cathedral ceilings, loft, and half bath, flows seamlessly onto the second covered deck, complete with a fire pit for cozy evening gatherings. Just down the road, a pristine sandy beach beckons, offering days of fun and sunsets that capture the essence of living-well. Don't miss this rare opportunity., Additional information: Appearance:Mint,ExterioFeatures:Tennis,Interior Features:Guest Quarters,Marble Bat

32 Inlet Road W, Hampton Bays

$2,495,000
5 Beds 5 Baths 1019304 MLS
Just completed, this beautifully renovated transitional home is the quintessential Hamptons retreat. Set on nearly 1.5 private acres and complemented by a detached accessory studio with its own private entrance, the property offers a rare combination of flexibility, exceptional privacy, and expansive level grounds. Abutting protected Southampton Town preserve, the home enjoys a peaceful natural backdrop with miles of scenic walking trails just beyond the backyard, all while being moments from Southampton Village, world-renowned ocean & beaches, boutique shopping, and acclaimed restaurants. The thoughtfully redesigned residence features five spacious bedrooms, 4- of which are en-suite, and five full bathrooms. Bright, open living spaces are filled with natural light, flowing seamlessly between the living room, dining area, and beautifully appointed kitchen. Contemporary finishes, refined craftsmanship, and timeless design create a sophisticated yet welcoming atmosphere throughout. Designed for effortless indoor-outdoor living, the expansive backyard is a private oasis featuring a sparkling swimming pool, generous patio space, mature landscaping, and a sprawling lawn ideal for entertaining or relaxing. The detached accessory studio provides exceptional flexibility as a home office, fitness studio, creative workspace. Combining a just-completed custom renovation, nearly 1.5 private acres, a detached accessory studio, a two-car garage, and an exceptional Southampton setting, this turnkey property offers the very best of Hamptons living.

1579 N Sea Road, Southampton

$1,998,999
3 Beds 4 Baths 1019753 MLS
An extraordinary opportunity to create your dream waterfront estate in one of the Hamptons' most coveted locations. Nestled along the tranquil shores of Mill Pond in Water Mill. The home has been thoughtfully taken down to the studs, with an extensive renovation already underway. Architectural plans have been professionally designed to transform the residence into a stunning, modern Hamptons retreat, and the permits are already in place to complete the project. Skip the years of planning, design revisions, permit delays, and uncertainty that come with building new. The vision has been created, the approvals have been secured, and the framework is ready. All that's left is to bring your own style and select the finishes that reflect your personal taste, creating a truly one-of-a-kind waterfront home. The perfect backdrop for effortless indoor-outdoor living and entertaining in one of the East End's most desirable settings. Whether you're seeking a luxurious year-round residence, a spectacular summer escape, or an exceptional investment opportunity, this is a chance that seldom comes to market. Opportunities to customize a waterfront home with approved plans in Water Mill are incredibly rare. Bring your vision to life and enjoy the best of Hamptons living—without the wait. ***Please note there are no bedroom and baths in structure please see attached plans

203 Head Of Pond Road, Water Mill

$8,495,000
4 Beds 6 Baths 1018047 MLS
Enter into timeless sophistication with this Modern Barn - a striking architectural statement set on 6+/- acres of lush, manicured grounds in the prestigious Water Mill South. Perfectly positioned moments from world-class ocean beaches and village amenities, this Hamptons retreat with a 4.76+/- acre agricultural reserve wrapped around the property, offers 4 bedrooms, 4.5 bathrooms. Sleek, high-end appliances, generous prep space, and refined finishes make this kitchen a culinary centerpiece. Floor-to-ceiling Nano glass doors frame the heart of the home, creating expansive indoor-outdoor living space; Great for entertaining! Outdoors, a heated gunite pool with cascading waterfalls and a spa invites relaxation beneath the Hamptons sky. The primary suite serves as a private sanctuary, complete with a dedicated office. Upstairs, a sunlit lounge offers a sophisticated setting for leisure or entertaining, flanked by three luxurious ensuite bedrooms. The accessory structure enhances the property's appeal, featuring a cozy studio, an upper loft area, full bath, and inviting family room, connected to the 2-car garage. The unfinished lower level has potential for spacious overflow space, including a gym, a media room and 2 additional bonus rooms. Thoughtfully curated in modern design, this South of the Highway residence embodies Hampton's Luxury and includes exponential opportunities on the agricultural reserve. The residential home sits on 1.21+/- acres and the agricultural reserve is an overall 4.76+/- acres, which completes this package, offering a total of 6+/- acres.

104 Osprey Way, Water Mill

$3,800,000
5 Beds 5 Baths 1012206 MLS
Set on a beautifully landscaped shy 2 acres in one of Water Mill's most desirable locations, this "just renovated" residence offers a seamless blend of Hamptons architecture and modern luxury. Designed for effortless year-round living, the residence features gracious gathering spaces, a beautifully appointed chef’s kitchen and luxurious bedroom suites that provide comfort and privacy. Expansive windows and glass doors invite natural light while creating connection to the surrounding grounds. Mature landscaping frames a private retreat with ample space for relaxation, recreation and entertaining. Every element has been carefully curated to deliver a turnkey Hamptons lifestyle in a coveted Water Mill setting. Ideally located moments from ocean beaches, world-class golf, renowned farm stands, equestrian facilities and the villages of Southampton, Bridgehampton and Sag Harbor, 1999 Deerfield Road presents a rare opportunity to enjoy a fully renovated home in the heart of the Hamptons.

1999 Deerfield Road, Water Mill

$3,895,000
4 Beds 3 Baths 1016035 MLS
Southampton Retreat with Two Story Annex Nestled within nearly an acre of lushly landscaped grounds and surrounded by 20 acres of serene Southampton preserve, 55 Island Creek Road presents a rare and compelling opportunity in the heart of East End’s coveted Southampton. This enchanting retreat offers a harmonious blend of natural beauty, privacy, and modern-day convenience—creating a true storybook setting for the discerning buyer. This estate features two distinct structures: a charming 2400SF one-and-a-half-story 4 bed 3 bath residence and a 960 SF Incredible Versatile Legal Separate (2) two-story annex building, currently used as an Artists Studio—that literally opens a 10 x 10 gated door out and onto the late-great artist Shimon Okshteyn’s personal sculpture garden (included in sale). The two structures are uniquely separated by a pool built into the deck, offering a refreshing outdoor retreat and a wonderful opportunity for the new owner to personalize and make their own. The secondary structure is ideally suited for today’s evolving lifestyle—perfect as a sophisticated home office, creative studio, or an entrepreneurial workspace. This mind-blowing unique live/work configuration of the two structures is an increasingly sought-after asset, particularly for professionals and business owners seeking to seamlessly balance productivity with the peace and tranquility of a Hamptons retreat. Strategically located, the property offers remarkable accessibility. Just minutes from Southampton Village and with convenient access to major roadways and the Long Island Railroad, commuting to New York City is both practical and efficient—allowing residents to enjoy the best of both worlds: the vibrancy of Manhattan and the peaceful luxury of the Hamptons. The surrounding area is rich in amenities and lifestyle attractions. Within just a few miles are some of the most prestigious and celebrated golf courses in the country, including Shinnecock Hills Golf Club, The National Golf Links of America, Sebonack Golf Club and Southampton Golf Club. This property has access to Bullhead Bay and Great Peconic Bay. Additionally, the pristine ocean beaches that define the Hamptons lifestyle are only minutes away, along with easy access to bays, marinas, and water-based recreation—offering endless opportunities for relaxation and outdoor enjoyment. The grounds themselves are a standout feature—beautifully integrated into their natural surroundings, offering privacy, scenic views, and a deep spiritual like environment and connection to the local ecosystem. Mature landscaping enhances the atmosphere, creating a peaceful sanctuary that feels both expansive and intimate. 55 Island Creek boast super-low taxes and the undeniable charm that defines its character. From its idyllic setting to its flexible living spaces, 55 Island Creek Road represents a unique opportunity to own a residence that effortlessly combines elegance, functionality, and lifestyle. This is more than a home—it is a rare offering for the discerning purchaser seeking inspiration, convenience, and enduring value in one of Long Island’s most prestigious locations.

55 Island Creek Road, Southampton

$5,800,000
1007816 MLS
A Rare Hamptons Opportunity Awaits on Majors Path - Three 4+ Acre Lot Sub-Division in Process. Imagine standing on more than 14 acres of pristine Southampton land, where the only limits are the boundaries of your imagination. This 3-lot subdivision (single family residential zoning), offers savvy Buyers and visionary Builders alike, the rare combination of scale, flexibility, and prime positioning . This extraordinary parcel is a compelling blank canvas with tremendous potential for a sprawling private compound, a multi-generational estate, or a strategic development opportunity. Tucked into one of Southampton's most convenient locations, the property delivers the best of both worlds: the quiet privacy of expansive acreage paired with easy access to Southampton Village's celebrated shops, restaurants, and the world-renowned ocean beaches. Accessibility is everything, and this location is second to none. Properties of this scale, and potential, simply do not come along often. The canvas is ready. Make 1240 Majors Path yours.

1240 Majors Path, Southampton

$1,650,000
3 Beds 1 Baths 1011323 MLS
Build, Expand, or Enjoy in Southampton Village New to the market, this Southampton Village property presents a rare opportunity to own in one of the Hamptons' most sought-after locations. Set on .38± acre, the property offers immediate enjoyment with significant future potential. The existing cottage is rich in character, featuring original wide-plank pine floors, a welcoming living room, separate dining room, kitchen, and full bath on the first floor. Upstairs are three bedrooms, offering comfortable accommodations for summer living or year-round use. Outside, a heated gunite pool, spa, and detached garage/storage building create a private setting for relaxation and entertaining. For those looking to expand, the property can accommodate a new residence of approximately 3,500± square feet on two levels, with additional space possible in the lower level, garage, and pool house. Whether updating, expanding, or building new, this is an exceptional opportunity to secure a Village address and create lasting value. Conveniently located near Southampton Village shops, restaurants, cultural attractions, the train station, and Hampton Luxury Liner stop. Enjoy as is, reimagine, or build new in the heart of Southampton Village.

98 Powell Avenue, Southampton

$2,850,000
4 Beds 5 Baths 1010175 MLS
SOUTHAMPTON | PICTURE PERFECT POST MODERN Set down a long private country drive, this beautifully maintained Post Modern home offers the ideal Hamptons retreat, blending comfortable living with exceptional indoor and outdoor entertaining spaces. A dramatic double-height foyer welcomes you into the light-filled interior, where an open-concept layout seamlessly connects the great room with fireplace, dining area, and a well-appointed kitchen featuring premium appliances and a breakfast bar perfect for casual dining and gathering. The generous first-floor primary suite serves as a private sanctuary with an en-suite bath and easy access to the home's indoor-outdoor lifestyle. The second level offers an open loft overlooking the main living area along with three additional guest bedrooms, including a junior en-suite bedroom. The finished lower level provides additional recreational and lifestyle space, complete with a workout area, game room, lounge, laundry room, and custom wine storage. Designed for effortless entertaining, the outdoor spaces are a standout feature. Expansive decking overlooks the heated freeform pool and hot tub, all surrounded by mature Barry Block-designed landscaping that creates a private, resort-like setting. Multiple lounge areas, a covered outdoor dining space, grilling station, and bar area provide the perfect backdrop for summer gatherings. A conveniently located powder room functions as a cabana bath with direct access from the pool area. Completing the property is a detached two-car garage and beautifully landscaped grounds that invite relaxation and enjoyment throughout the season. A Hamptons home offering privacy, comfort, and a seamless connection between indoor living and outdoor entertaining.

20 Spinnaker Way, Southampton

$14,695,000
7 Beds 10 Baths 1009765 MLS
Newly constructed architectural showpiece in the heart of Southampton, where modern design meets the timeless elegance of Hamptons living. Set on one pristine acre with protected farmland vistas and distant Atlantic Ocean views, this exceptional estate offers over 8,800 square feet of meticulously crafted living space across three levels, featuring 7 bedrooms, 8 full baths, and 3 half baths. From the moment you enter, the residence makes a striking impression. Douglas fir Marvin specialty windows frame sweeping views while filling the home with natural light. Throughout the residence, wide-plank 8- and 10-inch white oak flooring creates a warm and sophisticated palette, complemented by thoughtful architectural details and custom craftsmanship at every turn. Each bedroom features custom-built closets, seamlessly blending refined design with everyday functionality. The home offers two extraordinary primary suites, each designed as a private retreat. The main-level primary suite includes a dedicated office or den, a spa-inspired bath with soaking tub and separate shower, and tranquil views across the backyard toward open farmland. Upstairs, the second primary suite is a sanctuary unto itself, complete with a private ocean-view terrace, disappearing ceiling television, boutique-style custom closets, and a dramatic double-sided two-person shower that elevates the bathing experience. At the center of the home lies a stunning chef’s kitchen, defined by exposed wood beams, a statement central island, and top-tier appliances—perfect for both grand entertaining and intimate gatherings. The open floor plan flows seamlessly into expansive living and dining spaces designed to capture light, views, and effortless indoor-outdoor living. The fully finished lower level is designed for both wellness and recreation, featuring a state-of-the-art gym, sauna, steam shower, and large egress windows, along with a generous storage room beneath the oversized two-car garage equipped with lifts. Convenience is paramount, with three laundry stations located throughout the home. Comfort is ensured year-round with a 10-zone climate system, delivering precise temperature control through forced air and central air conditioning across all levels. Outdoors, the property transforms into a private Hamptons resort. A 20 × 42 heated gunite pool with integrated spa anchors the grounds, complemented by a pool house with half bath and outdoor shower. Three Douglas fir pergolas—two attached to the home and one shading the pool terrace—create inviting spaces for relaxation and entertaining. Custom integrated planters enhance the landscape design, while solar panels contribute to the home's modern energy efficiency. 522 Wickapogue Road represents the pinnacle of new construction in Southampton—a rare offering that combines architectural sophistication, cutting-edge amenities, and breathtaking natural surroundings in one of the Hamptons’ most desirable locations.

522 Wickapogue Road, Southampton

$2,175,000
4 Beds 3 Baths 1009086 MLS
Southampton Waterfront with Dual Cottages & Spectacular Views Experience the best of Southampton waterfront living on a beautifully positioned .38-acre property offering breathtaking water and reserve views. This unique and versatile waterfront compound features two fully renovated cottages, providing exceptional opportunities for personal enjoyment, guests, rental income, or multigenerational living. The waterfront cottage showcases an open-concept floor plan designed to maximize natural light and stunning water vistas. Featuring two bedrooms and two baths, the home has been thoughtfully renovated to blend modern comfort with coastal charm. A second renovated cottage, located on the street-front portion of the property, offers two additional bedrooms and one bath, creating a private and inviting space for family, friends, or potential rental use. Outdoor enthusiasts will appreciate the newly installed bulkhead and dock, providing direct access to endless waterfront recreation. Launch your boat, kayak, or paddleboard from your backyard, spend afternoons fishing, or simply relax while enjoying panoramic views across the protected reserve. Rarely does a Southampton waterfront property offer this combination of renovated residences, boating amenities, protected views, and flexible living arrangements. A truly exceptional opportunity to enjoy the Hamptons waterfront lifestyle.

108 Little Neck Road, Southampton

$1,595,000
4 Beds 2 Baths 918931 MLS
Nestled in the heart of Southampton, south of Route 27 and much larger than it appears; his charming half-dormered Cape offers the perfect blend of classic character and thoughtful modern updates. With 4 bedrooms, 2 full bathrooms, and hardwood flooring throughout most of the home, this property delivers warmth, functionality, and an unbeatable location close to everything the Hamptons lifestyle has to offer. The main level welcomes you with a sun-filled formal living room featuring an oversized picture window that fills the space with natural light. Just beyond is a formal dining room accented by updated modern lighting and direct access to the backyard—ideal for indoor/outdoor entertaining. The updated eat-in kitchen features new cabinetry, updated plumbing, a deep sink, vinyl wood flooring, and plenty of space for everyday dining and gathering. Also located on the first floor are two bedrooms and a spacious full bathroom, offering flexibility for guests, home office space, or convenient main-level living. A massive, full unfinished basement offers a blank canvas for a home gym, media room, or extra storage. Upstairs, you’ll find two generously sized bedrooms, each with oversized walk-in closets, along with a newly updated full bathroom that adds a fresh and modern touch to the second level. The backyard offers endless possibilities with plenty of room for outdoor entertaining space and simply enjoying the peaceful surroundings. Located just moments from Southampton Village, ocean beaches, shops, restaurants, schools, and transportation, this home presents an incredible opportunity to enjoy Hamptons living.

111 Miller Road, Southampton

$19,000,000
6 Beds 7 Baths 997858 MLS
ART. NATURE. PRIVACY. YOURS. Set on seven private acres in the heart of Bridgehampton, this exceptional estate is a rare convergence of art, architecture and nature. Reimagined by acclaimed architect Francis D’Haene for a renowned art collector and internationally recognized fashion designer, the residence was conceived as a living gallery—equally suited to showcasing museum-quality collections and effortless Hamptons living. Dramatic volumes, soaring ceilings, and walls of glass create light-filled interiors that frame sweeping views of the surrounding landscape, tied together by refined finishes throughout. Thoughtfully designed for both intimate living and grand-scale entertaining, the home offers elegant gathering space, comfortable private quarters and every amenity required, including theater, climate-controlled wine cellar, library, office. Resort-inspired grounds include pool and spa, pool house, two pickleball courts, sport court, and expansive lawns, providing exceptional privacy and endless opportunities for recreation and entertaining. Ideally located near The Bridge Golf Club, Foster Memorial Long Beach, Sag Harbor and Southampton Villages, Bridgehampton’s celebrated dining and shopping and renown ocean beaches, this is a truly singular offering—where art, design and lifestyle come together in one of the Hamptons’ most coveted settings.

486 Middle Line Highway, Bridgehampton

$4,995,000
4 Beds 4 Baths 1003862 MLS
Set on 0.63 acres with waterside pool and 110Ft of bulkhead, this prime waterfront is located south of the highway in the heart of Southampton. This exceptional property has been fully renovated inside and out to creating a sophisticated new offering. Relax while enjoying sunrise to sunset overlooking on Shinnecock Bay. The light-filled, open-concept layout seamlessly blends indoor and outdoor living. The home is highlighted by refined new finishes throughout, including a stunning custom chef’s kitchen with an oversized island seating eight, flowing effortlessly into the expansive dining area and great room—ideal for entertaining. The great room features a fireplace and dramatic wall-to-wall sliding glass doors that open to expansive decking, creating a true waterfront retreat. An additional den offers flexible living and entertaining space. The first floor includes a newly designed junior suite with a stylish private bath, a sun-drenched screened porch leading to a beautiful mahogany deck, as well as a dedicated office, laundry area, and full bath with easy access to the backyard. Upstairs, a spacious landing with tranquil water views opens to a balcony overlooking the grounds. The primary suite is a luxurious sanctuary with a spa-inspired bath, soaking tub, and oversized closet. Two additional guest bedrooms share a beautifully appointed bath and lounge area with a private balcony, offering comfort and privacy for guests. Outside, the property boasts 110 feet of private bulkhead with docking capability for boating and waterfront recreation. A heated pool, expansive decking, outdoor shower, and generous lawn complete this exceptional outdoor lifestyle. Ideally located south of the highway, just minutes from ocean beaches and the shops and restaurants of Southampton Village, this waterfront property delivers the best of Hamptons living.

56 Middle Pond Road, Southampton

$2,950,000
1003316 MLS
Water Mill North Land for Sale With Large Building Envelope Set on a generous 80,000 +/- sq. ft. parcel in Water Mill North, this vacant lot off Noyac Path offers a rare opportunity to build a substantial estate in an area defined by high-value neighboring properties. With CR-40 zoning and an expansive building envelope, the property is well suited for a significant new residence with resort-style amenities. Per the owner, the property may support approximately 14,000 +/- sq. ft. of total built space, inclusive of a main residence, finished lower level, garage or courtyard areas, and a pool house, subject to zoning, permits, and final approvals. A potential layout could accommodate 8 bedrooms, with a primary suite on the main level, additional guest rooms on the second floor, and further space in the lower level. The grounds offer ample room for a pool, tennis or padel court, and expansive lawn space, creating the opportunity for a true Hamptons compound. Interior amenities such as a media room, golf simulator, fitness area, and playroom can be incorporated to align with today's luxury lifestyle. A compelling opportunity to build new in a sought-after Water Mill North location, with strong surrounding sales supporting long-term value.

212 Little Noyack Path, Water Mill

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